EP0729702B1 - Composition perturbant la communication de pandemis héparana - Google Patents

Composition perturbant la communication de pandemis héparana Download PDF

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Publication number
EP0729702B1
EP0729702B1 EP96103080A EP96103080A EP0729702B1 EP 0729702 B1 EP0729702 B1 EP 0729702B1 EP 96103080 A EP96103080 A EP 96103080A EP 96103080 A EP96103080 A EP 96103080A EP 0729702 B1 EP0729702 B1 EP 0729702B1
Authority
EP
European Patent Office
Prior art keywords
communication
disruptant
pandemis heparana
controlling
examples
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP96103080A
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German (de)
English (en)
Other versions
EP0729702A3 (fr
EP0729702A2 (fr
Inventor
Fumiaki Shin-Etsu Chemical Co. Ltd. Mochizuki
Makoto Minamishima
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shin-Etsu Chemical Co Ltd
Nagano Prefecture
Original Assignee
Shin-Etsu Chemical Co Ltd
Nagano Prefecture
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Filing date
Publication date
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Publication of EP0729702A2 publication Critical patent/EP0729702A2/fr
Publication of EP0729702A3 publication Critical patent/EP0729702A3/fr
Application granted granted Critical
Publication of EP0729702B1 publication Critical patent/EP0729702B1/fr
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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof

Definitions

  • the present invention relates to a communication disruptant for controlling Pandemis heparana.
  • the control of a harmful insect through communication disruption is performed by diffusing a large amount of a communication disruptant at the habitat, in order to disturb the sexual communication to reduce the population of density of the next generation.
  • leaf rollers Adoxophyes sp., Adoxophyes orana , Archips breviplicanus and Archips fuscocupreanus , listed in Table 1 possess ( Z )-11-tetradecenyl acetate (hereinafter also referred to as Z11-14:Ac ) and ( E )-11-tetradecenyl acetate (hereinafter also referred to as E11-14:Ac) as components of their sex pheromones.
  • the ratio of Z11-14:Ac and E11-14:Ac in the sex pheromone of each leaf roller is quite different.
  • a mixture of Z11-14:Ac and several percent of E11-14:Ac is the best disruptant against the leaf rollers rather than their proper sex pheromone mixture.
  • the disruptant Z11-14:Ac with several percent of E11-14:Ac ensures a high communication disruption effect on Homona magnanima , although the leaf roller dose not release E11-14:Ac as a component of the sex pheromone at all (Table 1). List of sex pheromones and disruptants used leaf rollers.
  • Leaf Roller Attractant (Sex Pheromone) (ratio) Communication Disruptant (ratio) Contorol effect of the disruptant Andoxophyes orna tea Z9-14:Ac(90) Z11-14:Ac(100) good Z11-14:Ac(10) E11-14:Ac(2-6) Andoxophyes sp.
  • Pandemis heparana is a leaf roller of apple pest in the world. Its damage has not been serious in the conventionally controlled fields, because its larva is sensitive to insecticides. However, recently, it has become serious in the orchard of the reduced insecticide spraying. Therefore, it should be a key pest in fields which are subjected to Integrated Pest Management (IPM). There has been desired for the development of an effective means for controlling Pandemis heparana through communication disruption.
  • IPM Integrated Pest Management
  • the sex pheromone of Pandemis heparana was identified as a mixture of three compounds including Z11-14:Ac as a major component(Table 1). Therefore it had been considered that the commercially available communication disruptants including the mixture of Z11-14:Ac and E11-14:Ac as the active ingredient might be effective to its control. However, they did not work for controlling Pandemis heparana.
  • the present invention has been developed for solving the foregoing problems associated with the conventional techniques, and accordingly it is an object of the present invention to provide a communication disruptant for controlling Pandemis heparana.
  • the inventors of this invention have conducted various studies to control Pandemis heparana through a communication disruption, and Indicated two important results.
  • the first is that E11-14:Ac is an inhibitor of communication disruption effect of Z11-14:Ac. Consequently, Z11-14:Ac with high purity Is necessary to control Pandemis heparana through the communication disruption.
  • the second is that small amount of Z11-14:OH (not more than 5%) is synergist of communication disruption effect of A11-14:Ac, although the sex pheromone of Pandemis heparana comprises Z11-14:OH in an amount as much as 20% based on the weight of Z11-14:Ac.
  • the present invention is the communication disruptant for controlling Pandemis heparana according to claim 1.
  • the characteristics of the communication disruptant are as listed below.
  • First type was a 100:0.3:0.3 mixture of Z11-14:Ac, E11-14:Ac, and Z11-14:OH(Examples 1 and 3).
  • Second type was a 100:0.3 mixture of Z11-14:Ac and Z11-14:OH, and E11-14:Ac was eliminated from this at a level less than the detection limit by a gas-chromatogram(hereinafter also referred to as 0.0% of E11-14:Ac) (Examples 2 and 4).
  • the high purity chemicals were obtained by purifying the conventional synthetic compounds using a silver nitrate-silica gel column.
  • third and fourth types were commercially available disruptants and they were including 3.0% and 6.2 % of E11-14:Ac, respectively (Comparative Examples 1* and 3*, and Comparative Examples 2* and 4*).
  • each disruptant 80 mg was sealed in a polyethylene dispenser having an inner diameter of 0.8 mm and a length of 20cm. 1,000 dispensers per hectare were applied uniformly in each test apple orchard (0.3ha).
  • Ratio of Component in Disruptant Mating Ratio (%) Rate of Damaged Young Shoots (%) Z11-14:Ac E11-14:Ac Z11-14:OH 1 100 0.3 0.3 14.3 0.8 2 100 0.0 0.3 2.9 0.3 1 100 6.2 0.3 65.7 10.2 2 100 3.0 0.3 54.3 8.6 3 100 0.3 0.3 7.5 0.3 4 100 0.0 0.3 2.5 0.4 3 100 6.2 0.3 60.0 20.1 4 100 3.0 0.3 72.5 18.7
  • First type was a 100:0.3 mixture of Z11-14:Ac and Z11-1 14:OH. E11-14:Ac in the type was eliminated at a level less than the detection limit by a gas-chromatogram (Examples 5 and 6).
  • Second type was a 100:6.2:0.3 mixture of Z11-14:AC. E11-14:Ac, and Z11-14:OH(Comparative Examples 5* to 7*). 120 mg of the each disruptant was sealed in a polyethylene dispenser having an inner diameter of 0.8 mm and a length of 20 cm.
  • Example 5 the former type dispensers were applied in a rate of 1,000 dispensers per ha. In Example 6. the former type dispensers were applied in a rate of 500 dispensers per ha. In Comparative Example 5*, the later type dispensers were applied in a rate of 1.000 dispensers per ha. In Comparative Example 6*, the later type dispensers were applied in a rate of 2.000 dispensers per ha. In Comparative Example 7*, the later type dispensers were applied in a rate of 3,000 dispensers per ha. Each test apple orchard was 0.5 ha.
  • the data listed in Table 3 clearly indicates that the dispenser including a 100:0.0:0.3 mixture of Z11-14:Ac, E11-14:Ac and Z11-14:OH shows excellent effect in reducing the mating ratio of and the rate of damage by Pandemis heparana (Examples 5 and 6), although the application was 500 dispensers per hectare. Moreover, the data also indicates that it is difficult to reduce the mating ratio and the damage by using the comparative dispenser comprising 6.2% of E11-14:Ac even if the application is increased to 2,000 or 3,000 dispensers per hectare(Comparative Examples 6*and 7*).
  • Ratio of Component in Disruptant Mating Ratio (%) Rate of Damaged Young Shoots (%) Z11-14:Ac E11-14:Ac Z11-14:OH 7 100 1.0 0.3 41.6 6.9 8 100 0.7 0.3 37.6 1.7 9 100 0.5 0.3 17.5 0.7 10 100 0.0 0.3 18.7 0.6 8 100 6.2 0.3 93.3 20.3 9 100 1.5 0.3 85.0 12.6 10 (untreated orchard) 96.6 39.6
  • Ratio of Component in Disruptant Mating Ratio (%) Rate of Damaged Young Shoots (%) Z11-14:Ac E11-14:Ac Z11 14:OH 11 100 0.5 4.2 24.5 2.7 12 100 0.5 2.0 9.7 0.4 13 100 0.5 1.0 6.3 0.1 14 100 0.5 0.5 4.2 0.1 15 100 0.5 0.0 18.3 0.9 11 100 0.5 40.0 63.4 7.6 12 100 0.5 20.0 58.3 9.2 13 100 0.5 10.0 60.1 10.3
  • Example 4 The data licted in Table 4 clearly indicates that the communication disruptants of Examples 11 to 14 show higher communication disruption effect and control effeot than Comparative Examples 11* and 13* which have more than 10.0% of Z11-14:OH based on the weight of Z11-14:C. Moreover, the disruptants including 0.5%, 1.0% and 2.0% of Z11-14:OH (Examples 12 to 14) show excellent effect in both communicaiton disruption and control effect as compared with 4.2% and 0.0% of Z11-14:OH(Examples 11 and Comparative Example 15).
  • the present Invention of the communication disruptant for controlling Pandemis heparana is quite different in the point of using Z11-14:Ac with geometric high purity from the conventional technique. Moreover, it is indicated that the communication and control effect of high purified Z11-14:Ac are improved by adjusting Z11-14:OH content to a level of at least 0.1 % and not more than 5%.
  • the present invention permits the prevention of damages by Pandemis heparana which has been considered difficult to control by anything beside Insecticides. Accordingly, the present invention would be helpful in the development of highly safe cultivation.
  • the communication disruptant comprises ( Z )-11-tetradecenyl acetate as active ingredient end a content of its geometrical isomer ( E )-11-tetradecenyl acetate should be not more than IS on the basis of the weight of the active ingredient. Because the present invention indicates that ( E )-11-tetradecanyl acetate is an inhibitor of communication disruption effect of the active ingredient. Moreover, the present invention also indicates that ( Z )-11-tetradecenol show synergistic effect to the active ingredient, when the alcohol content is at least 0.1 % and not more than 5 % on the basis of the weight of the active ingredient.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Claims (3)

  1. Composition perturbant la communication, pour maítriser Pandemis heparana, qui comprend en tant que matière active de l'acétate de (Z)-11-tétradécényle, la composition perturbant la communication ayant une teneur en acétate de (E)-11-tétradécényle non-supérieure à 1% par rapport au poids de la matière active, caractérisée en ce que ladite matière active a une teneur en (Z)-11-tétradécénol d'au moins 0,1%, et non-supérieure à 5% par rapport au poids de la matière active.
  2. Composition perturbant la communication de Pandemis heparana selon la revendication 1, dans laquelle la teneur en acétate de (E)-11-tétradécényle n'est pas supérieure à 0,5 %.
  3. Composition perturbant la communication de Pandemis heparana selon la revendication 1, dans laquelle la matière active a une teneur en (Z)-11-tétradécénol de 0,1 à 2,0 %.
EP96103080A 1995-03-01 1996-02-29 Composition perturbant la communication de pandemis héparana Expired - Lifetime EP0729702B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP04198795A JP3665377B2 (ja) 1995-03-01 1995-03-01 トビハマキの交信撹乱剤およびトビハマキの防除方法
JP41987/95 1995-03-01
JP4198795 1995-03-01

Publications (3)

Publication Number Publication Date
EP0729702A2 EP0729702A2 (fr) 1996-09-04
EP0729702A3 EP0729702A3 (fr) 1997-01-15
EP0729702B1 true EP0729702B1 (fr) 2000-05-24

Family

ID=12623556

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96103080A Expired - Lifetime EP0729702B1 (fr) 1995-03-01 1996-02-29 Composition perturbant la communication de pandemis héparana

Country Status (5)

Country Link
US (1) US5725849A (fr)
EP (1) EP0729702B1 (fr)
JP (1) JP3665377B2 (fr)
DE (1) DE69608484T2 (fr)
ES (1) ES2145948T3 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2276471T3 (es) 1997-09-05 2007-06-16 Shin-Etsu Chemical Company, Ltd. Agentes perturbadores de las comunicaciones y procedimientos para perturbar las comunicaciones.
US6589521B1 (en) 2000-06-05 2003-07-08 Scentry Biologicals, Inc. Sex attractant and mating disruptant for the omniverous leafroller and orange tortrix moth

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3980771A (en) * 1971-04-27 1976-09-14 Nederlandse Organisatie Voor Toegepast Natuurwetenschappelijk Onderzoek Ten Behoeve Van Nijverheid, Handel En Verkeer Pheromone
DE2933749A1 (de) * 1979-08-21 1981-03-26 Hoechst Ag, 65929 Frankfurt Insektenlockstoff

Also Published As

Publication number Publication date
EP0729702A3 (fr) 1997-01-15
DE69608484D1 (de) 2000-06-29
US5725849A (en) 1998-03-10
JPH08231305A (ja) 1996-09-10
EP0729702A2 (fr) 1996-09-04
ES2145948T3 (es) 2000-07-16
DE69608484T2 (de) 2001-01-25
JP3665377B2 (ja) 2005-06-29

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